Communications to the Editor 6411 by the coloration with ferric chloride, the ultraviolet spectral shift (Xml*11 240 µ, log e 3.90; koh 274 mjU> log c 4.03) and the formation of an enol acetate VII (m.p. 149-151°, ®1° 218 µ, log e 4.02; found for C17H22O6: C, 63.46; H, 6.72; acetyl, 13.75), reconvertible to VI by base. That an internal acetal was indeed produced between the initially formed aldehyde grouping and the suitably situated 1,3-glycol system is confirmed by the ozonization of acetylidene iresin, in which the free hydroxyl groups are blocked and which produced the aldehyde VIII (m.p. 222-225°, X*'°H 233 µ, K0H 272 µ, positive Tollens and ferric chloride reactions; found; C, 62.76; H, 7.47). Acid treatment of the aldehyde VIII regenerated the internal acetal VI.In the light of the above experiments, two expressions (II or isomer with angular methyl group at C-5) present themselves as likely alternatives for iresin. We favor II, a structure following both the isoprene and farnesol rules, on the basis of biogenetic analogy to the higher terpenes. The details of the experimental evidence and the arguments leading to the stereochemistry implicit in structure II will be presented in a complete article.This represents part of a joint research program, financed by the Rockefeller Foundation, on Latin-American plant products between Wayne University and the

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26 The composition per liter volume is as follows: galactose, 10 gm.; casein digest, 8 gm.; yeast extract, 1 gm.; sodium chloride, 5 gm.; K3HPO4, 2 gm.; eosin Y, 0.4 gm.; methylene blue, 0.065 gm. and agar 15 gm.; 20 to 25 ml. was used for a Petri plate, according to Lederberg, J.

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